کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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1389153 | 982848 | 2011 | 8 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Multi gram-scale synthesis of galactothionolactam and its transformation into a galactonoamidine Multi gram-scale synthesis of galactothionolactam and its transformation into a galactonoamidine](/preview/png/1389153.png)
We recently proposed to conduct selective glycosylation reactions after in situ activation of a glycosyl donor promoted by a transition metal complex immobilized in a macromolecular matrix. In order to develop this catalytic entity, a feasible multi gram-scale synthesis for 2,3,4,6-tetra-O-benzyl-d-galactothionolactam, its transformation into galactonoamidines with aromatic aglycon, and subsequent debenzylation conditions were developed. The potential for epimerization reactions at C-2 of the glycosidic ring during the transformations from the 2,3,4,6-tetra-O-benzyl-d-galactonolactam into the N-benzyl-2,3,4,6-tetra-O-benzyl-d-galactonoamidines via the 2,3,4,6-tetra-O-benzyl-d-galactothionolactam are discussed and additionally characterized by using density functional theory calculations.
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Journal: Carbohydrate Research - Volume 346, Issue 7, 15 May 2011, Pages 897–904